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House vacation rentals in Kissimmee

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Top-rated house rentals in Kissimmee

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Home in Davenport

4.87 out of 5 average rating, 135 reviews

Insta-worthy getaway near Disney w/ free parking!💎

Welcome to our place! Very quiet neighborhood, with free WIFI, a pool, a gym, and a tennis court. Distance to main places: - Walt Disney World: approx 20 min driving - Disney Springs: approx 30 min driving - Universal Studios: approx 40 min driving IMPORTANT: Clubhouse hours are Mon-Sat, 9:30 am to 5:30 pm. If you arrive after clubhouse hours, you will have to park in the guest parking for the night. Guest parking is a short walk from the property. You can get your parking pass the next day.

Oct 18 – 25

ﺩ.ﺇ438 per night

Home in Winter Garden

4.92 out of 5 average rating, 166 reviews

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

Oct 9 – 16

ﺩ.ﺇ405 per night

Home in Kissimmee

4.84 out of 5 average rating, 205 reviews

3 bedroom Villa in Kissimmee

The villa is in a residential area within a 5-min drive to local amenities including, a pharmacy, 3 supermarkets and 2 gas stations. The property is between 15 - 40 mins drive from Disney, SeaWorld, Gatorland & Universal Studios. Orlando International Airport is only about 17 mins drive away. Osceola Heritage Park, the home of the world’s largest collector car auction is only 4 mins drive from the villa. The Florida Turnpike that runs through Miami is 6 mins from the property.

Apr 22 – 29

ﺩ.ﺇ441 per night

Home in Kissimmee

4.9 out of 5 average rating, 294 reviews

Family Home minutes from Disney!

A Beautiful 2 Bed, 2 Bath home that is perfect for families going to any of the Disney parks and other central Florida attractions. Please enjoy the on-site washer/dryer, large fenced in back yard and screened in patio with grill during your stay. This home is in a quiet neighborhood minutes from Walt Disney, Sea world, Universal Studios, and many other attractions in Central Florida. Walmart and other convenience stores are also within a few minutes drive.

Jul 29 – Aug 5

ﺩ.ﺇ464 per night

Home in Orlando

4.93 out of 5 average rating, 120 reviews

Hidden Gem in SODO! - MCO ~16min

Enjoy your stay in this cozy & comfy 1 bedroom and bath house located in the desirable South Downtown Orlando. Rest well in the large queen size bed, with a 65 inch smart TV, equipped with Netflix. Restaurants and stores in walking distance. Wifi & parking are included MCO Airport: ~16 Min Drive Disney: ~20 Min Drive Universal Studios: ~15 Min Drive Hollywood Studios: ~20 Min Drive Sea World: ~15 Min Drive Downtown Orlando: ~5 Min Drive

Mar 29 – Apr 5

ﺩ.ﺇ354 per night

Home in Kissimmee

4.97 out of 5 average rating, 111 reviews

Magical home! 15 minutes from all parks!

Meticulously clean home! 2 beautiful bedrooms & 2 full bathrooms. Large kitchen, washer/dryer and queen sleeper sofa in living room. Relaxing outdoor patio with Adirondack chairs. Private parking, WIFI and smart TV! Pickleball court, gym, pool, playground & shuffle board! Located 15-20 minutes from Disney parks, Universal Studios/Islands of Adventure & MCO airport. Perfect place for a family vacation, romantic getaway or work trip!

Sep 8 – 15

ﺩ.ﺇ405 per night

Home in Kissimmee

4.9 out of 5 average rating, 158 reviews

Huge pool 4/2 close to Disney!

Private pool 4 miles to Disney. This 4 bedroom, 2 bathroom property has been updated, a 50 inch TV mounted in EACH bedroom 50in TV with Hulu, ESPN + Sports, and Disney. Roman bathtub, New bathroom vanities, quartz kitchen countertop, brand new stainless steel appliances, and vinyl floors throughout the entire house! Pool table.. Security cameras only outside at front door and driveway and both are recording 24/7 for safety.

May 16 – 23

ﺩ.ﺇ491 per night

Home in Kissimmee

4.9 out of 5 average rating, 110 reviews

3BR Kissimmee Gem: Arcade Games & Disney & Airport

This is us! - Very friendly neighborhood, great for morning walks to relax and unwind. - 12 mins away from Silver Spurs Arena/Osceola Heritage Park -15 mins away from USTA National Campus -25 mins from Disney -15 mins from the Orlando International Airport -1 hour from Cocoa Beach. -Walking distance from a Neighborhood Walmart and Plaza - Complimentary Premium coffee and a selection of natural Teas

Jul 22 – 29

ﺩ.ﺇ573 per night

Home in Kissimmee

4.81 out of 5 average rating, 102 reviews

Pool House in Kissimmee

Quiet and spacious pool house in Kissimmee Florida, 20 minute away from Disney / Universal / Acquatica / SeaWorld theme parks. - 4 bedrooms - 2 bathrooms - Dining Room - Family Room - Kitchen - Double car garage - Pool (heater optional) - BBQ - WiFi 400 MBPS Pool Heater: If you want to use the heater please contact owner This will be your best vacation stay in Kissimmee / Orlando.

Aug 19 – 26

ﺩ.ﺇ511 per night

Home in Kissimmee

4.94 out of 5 average rating, 255 reviews

Cozy renovated older home near Disney

My place is close to 9.7 miles to Disney and close to malls and all attractions No pool but you can use the YMA pool for $5.00 a day at 1 minute distance. You’ll love my place because of the outdoors space and the kitchen. My place is good for couples, solo adventurers, business travelers, families (with kids), small pets are allowed for an extra $150.00 cleaning fee.

Sep 20 – 27

ﺩ.ﺇ423 per night

Home in Kissimmee

4.92 out of 5 average rating, 125 reviews

South Facing Pool Home! 5 Miles from Disney

Beautiful South Facing Pool Home! 5 Miles from Disney. This beautiful 4-bedroom home with two master bedrooms is located just minutes from Disney World, Sea World, Universal Studios, and other Orlando attractions.The home includes a private fenced in South facing swimming pool. We offer free Pool heat, Gas Grill, and High Speed Wireless internet and Cable TV .

May 10 – 17

ﺩ.ﺇ544 per night

Home in Kissimmee

4.97 out of 5 average rating, 231 reviews

So close to Disney you can feel the magic!

Newly renovated interior and super clean! Come to The Cherry Tree Lane Cottage, just on the "Banks" of Walt Disney World! No cobblestone has been left unturned while setting up our cottage for Guests to have a jolly holiday. For the cream of the crop, tip of the top, The Cherry Tree Lane Cottage is where you'll want to stop!

Oct 7 – 14

ﺩ.ﺇ581 per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Villas

Luxurious estates for the ultimate escape

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Kissimmee house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Home in Kissimmee

4.83 out of 5 average rating, 246 reviews

New Home Next To Disney!

Nov 5 – 12

ﺩ.ﺇ423 per night

Home in Davenport

4.98 out of 5 average rating, 104 reviews

Sunset Villa

Nov 3 – 10

ﺩ.ﺇ490 per night

Home in Kissimmee

4.94 out of 5 average rating, 171 reviews

Tito's Beachy Townhouse, 1.5 miles from Disney

Jul 22 – 29

ﺩ.ﺇ532 per night

Home in Kissimmee

4.82 out of 5 average rating, 119 reviews

Nice house, private community, with pool

Jan 9 – 16

ﺩ.ﺇ566 per night

Home in Kissimmee

4.79 out of 5 average rating, 108 reviews

4 Bedroom Kissimmee Vacation Home

Jan 31 – Feb 7

ﺩ.ﺇ604 per night

Home in Davenport

4.9 out of 5 average rating, 200 reviews

Disney Area Luxury Villa with Private Pool

Aug 22 – 29

ﺩ.ﺇ523 per night

Home in Kissimmee

4.84 out of 5 average rating, 75 reviews

Prívate Pool with a breathtaking lake view

ﺩ.ﺇ670 per night

Home in Kissimmee

5.0 out of 5 average rating, 45 reviews

"Casa Del Sol"

May 5 – 12

ﺩ.ﺇ524 per night

House rentals with a hot tub

Home in Davenport

4.95 out of 5 average rating, 161 reviews

DOLPHIN COVE NEAR DISNEY

Apr 20 – 27

ﺩ.ﺇ571 per night

Home in Kissimmee

4.89 out of 5 average rating, 190 reviews

House by the Mouse: Something for Everyone!

Feb 4 – 11

ﺩ.ﺇ760 per night

Home in Clermont

4.9 out of 5 average rating, 117 reviews

Stylish Villa Private Pool-SPA Near Parks Disney!

Oct 13 – 20

ﺩ.ﺇ571 per night

Home in Kissimmee

4.93 out of 5 average rating, 107 reviews

Gated Residence near Disney- Boats & RV' welcome

Sep 25 – Oct 2

ﺩ.ﺇ583 per night

Home in Kissimmee

4.89 out of 5 average rating, 176 reviews

PrivateJacuzzi-BBQ-ResortPool-Gym-7mlsDisney

Mar 31 – Apr 7

ﺩ.ﺇ576 per night

Home in Kissimmee

4.88 out of 5 average rating, 153 reviews

7BR Stunning Resort by Disney-Private Pool+Hot Tub

Mar 25 – Apr 1

ﺩ.ﺇ1,497 per night

Home in Kissimmee

4.81 out of 5 average rating, 137 reviews

Villa 3mi to Disney w/Heated Pool & Game Room!

Sep 9 – 16

ﺩ.ﺇ641 per night

Home in Davenport

4.91 out of 5 average rating, 115 reviews

Home in a quiet area near Disney

Sep 21 – 28

ﺩ.ﺇ726 per night

House rentals with free parking

Home in Kissimmee

4.85 out of 5 average rating, 158 reviews

Charming 3-Bedroom Home: 25 Mins from Disney!

Aug 29 – Sep 5

ﺩ.ﺇ411 per night

Home in St. Cloud

4.97 out of 5 average rating, 157 reviews

Cozy and Quiet studio Miles from Major attractions

Aug 28 – Sep 4

ﺩ.ﺇ268 per night

Home in Kissimmee

4.97 out of 5 average rating, 29 reviews

SUPER BOHO- At LAKE TOHO’s WATER/PARK SLEEPs 7!

Jun 5 – 12

ﺩ.ﺇ446 per night

Home in Kissimmee

4.83 out of 5 average rating, 63 reviews

Charming 3-bedroom residential home in Kissimmee

Sep 12 – 19

ﺩ.ﺇ570 per night

Home in Kissimmee

4.95 out of 5 average rating, 21 reviews

Cheerful, 3 bedroom home with pool

Oct 6 – 13

ﺩ.ﺇ521 per night

Home in Kissimmee

4.97 out of 5 average rating, 29 reviews

Kissimmee cottage *15mi to WDW*

Jan 30 – Feb 6

ﺩ.ﺇ463 per night

Home in Kissimmee

4.87 out of 5 average rating, 71 reviews

Great place to stay near Disney World for reasonable rentals

Jan 12 – 19

ﺩ.ﺇ463 per night

Home in Kissimmee

4.96 out of 5 average rating, 25 reviews

Lakeside Boho Bliss: The BohoBay

Sep 4 – 11

ﺩ.ﺇ445 per night

Quick stats about house rentals in Kissimmee

Total rentals
3.3K properties
Rentals with dedicated workspaces
1.6K properties have a dedicated workspace
Rentals with a pool
3K properties have a pool
Pet-friendly rentals
540 properties allow pets
Family-friendly rentals
2.9K properties are a good fit for families
Total number of reviews
73K reviews

Destinations to explore